Month: November 2022

Sangeetha, K. G. published the artcileSynthesis, structural and spectroscopic studies of 1-phenyl-3-methyl-4-benzoyl-5-pyrazolone N(4)-methyl-N(4)-phenyl thiosemicarbazone and its cadmium(II) complex, Quality Control of 4551-69-3, the publication is Inorganica Chimica Acta (2018), 25-31, database is CAplus.

Synthesis, spectral and single crystal XRD studies of a novel ligand 1-phenyl-3-methyl-4-benzoyl-5-pyrazolone N(4)-methyl-N(4)-phenylthiosemicarbazone and its cadmium(II) complex were communicated. The ligand crystallizes in triclinic system with space group P-1, a(Å) = 7.8930(4), b(Å) = 11.2019(5), c(Å) = 13.0211(7); α(°) = 96.175(3), β(°) = 100.922(3)°, γ(°) = 91.005(3)°, V(ų) = 1123.02(10), r(mg/m³) = 1.306 and Z = 2. Cadmium(II) complex crystallizes in the monoclinic crystal system with space group P2₁/c, unit cell dimensions a(Å) = 9.6939(5), b(Å) = 22.5183(11), c(Å) = 21.2054(10); α(°) = 90, β(°) = 99.960(2), γ (°) = 90, V(ų) = 4559.2(4) and Z = 4. The packing of the mols. in the crystal lattice is stabilized by intermol. hydrogen bonds. Spectroscopic data along with crystal structure, confirmed the involvement of azomethine nitrogen, thione sulfur and enolic oxygen of pyrazolone moiety in coordination with the metal ion.

Inorganica Chimica Acta published new progress about 4551-69-3. 4551-69-3 belongs to pyrazoles-derivatives, auxiliary class Benzenes, name is 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and the molecular formula is C17H14N2O2, Quality Control of 4551-69-3.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Sangeetha, K. G. published the artcileInsight into the theoretical and experimental studies of 1-phenyl-3-methyl-4-benzoyl-5-pyrazolone N(4)-methyl-N(4)- phenylthiosemicarbazone – A potential NLO material, HPLC of Formula: 4551-69-3, the publication is Journal of Molecular Structure (2017), 135-145, database is CAplus.

The synthesis, geometrical parameters, spectroscopic studies, optimized mol. structure, vibrational anal., Mullikan population anal., MEP, NBO, frontier MOs and NLO effects of 1-phenyl-3-methyl-4-benzoyl-5-pyrazolone N-(4)-methyl-N-(4)-phenylthiosemicarbazone, C₂₅H₂₃N₅OS (L₁) have been communicated in this paper. A combined exptl. and theor. approach was used to explore the structure and properties of the compound For computational studies, Gaussian 09 program was used. Starting geometry of mol. was taken from X-ray refinement data and has been optimized by using DFT (B3LYP) method with the 6-31+G (d, p) basis sets. NBO anal. gave insight into the strongly delocalized structure, responsible for the nonlinearity and hence the stability of the mol. Frontier MOs have been defined to forecast the global reactivity descriptors of L₁. The computed first-order hyperpolarizability (β) of the compound is 2 times higher than that of urea and this account for its nonlinear optical property. Simultaneously, a mol. docking study of the compound was performed using GLIDE Program. For this, three biol. enzymes, histone deacetylase, ribonucleotide reductase, and DNA Me transferase, were selected as receptor mols.

Journal of Molecular Structure published new progress about 4551-69-3. 4551-69-3 belongs to pyrazoles-derivatives, auxiliary class Benzenes, name is 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and the molecular formula is C17H14N2O2, HPLC of Formula: 4551-69-3.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Alberola, A. published the artcileBase-induced ring cleavage of 4-functionalized 3-unsubstituted isoxazoles. Synthesis of 5-amino azoles and 4-cyano azoles, COA of Formula: C7H11N3O2, the publication is Journal of Heterocyclic Chemistry (1986), 23(4), 1035-8, database is CAplus.

The base-induced ring cleavage of isoxazoles I (R = NO₂, CO₂Et, Ac) and the conversion of the resulting β-cyano enolates and β-enamino nitriles into 5-amino azoles and 4-cyano azoles was studied. E.g., refluxing I (R = NO₂) with aqueous MeNH₂ gave MeNHCMe:C(CN)NO₂, which was refluxed with NH₂OH in water to give isoxazole II.

Journal of Heterocyclic Chemistry published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, COA of Formula: C7H11N3O2.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Gujar, Rajesh B. published the artcileExtractive complexation of lanthanides and Am(III) by 1-phenyl-3-methyl-4-benzoyl-5-pyrazolone in ionic liquid: Solvent extraction and spectroscopic studies, Product Details of C17H14N2O2, the publication is Inorganic Chemistry Communications (2016), 72-76, database is CAplus.

Extraction behavior of trivalent actinides and lanthanides was studied using solutions of 1-phenyl-3-methyl-4-benzoyl-5-pyrazolone (HPMBP), a beta-diketone, in a room temperature ionic liquid, 1-methyl-3-octyl-imidazolium bis(trifluoromethylsulfonyl) imide (C₈mim·Tf₂N). The complex extracted into C₈mim·Tf₂N differs in its composition than those observed in mol. diluents such as benzene. Whereas, neutral ML₃ complex is predominant in mol. diluents, a pos. charged complex, [ML₂·HL]⁺ (where M = La³⁺, Eu³⁺, Lu³⁺ and Am³⁺; L = PMBP^–; HL = HPMBP), was identified to be extracted into the ionic liquid medium. Luminescence spectroscopic studies suggested presence of four inner-sphere water mols. in the extracted species. This paper reports for the first time the stability constant of a lanthanide (Nd^3 +) complex with HPMBP in C₈mim·Tf₂N which are significantly larger than those reported in mol. diluents. Thermodn. parameters were also determined to throw light on the nature of complexation.

Inorganic Chemistry Communications published new progress about 4551-69-3. 4551-69-3 belongs to pyrazoles-derivatives, auxiliary class Benzenes, name is 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and the molecular formula is C17H14N2O2, Product Details of C17H14N2O2.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Magalhaes, Joana published the artcileIntegration of Enhanced Sampling Methods with Saturation Transfer Difference Experiments to Identify Protein Druggable Pockets, Application In Synthesis of 763120-58-7, the publication is Journal of Chemical Information and Modeling (2018), 58(3), 710-723, database is CAplus and MEDLINE.

Saturation transfer difference (STD) is an NMR technique conventionally applied in drug discovery to identify ligand moieties relevant for binding to protein cavities. This is important to direct medicinal chem. efforts in small-mol. optimization processes. However, STD does not provide any structural details about the ligand-target complex under investigation. Herein, we report the application of a new integrated approach, which combines enhanced sampling methods with STD experiments, for the characterization of ligand-target complexes that are instrumental for drug design purposes. As an example, we have studied the interaction between StOASS-A, a potential antibacterial target, and an inhibitor previously reported. This approach allowed us to consider the ligand-target complex from a dynamic point of view, revealing the presence of an accessory subpocket which can be exploited to design novel StOASS-A inhibitors. As a proof of concept, a small library of derivatives was designed and evaluated in vitro, displaying the expected activity.

Journal of Chemical Information and Modeling published new progress about 763120-58-7. 763120-58-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is 1H-Pyrazole-4-boronic acid, and the molecular formula is C3H5BN2O2, Application In Synthesis of 763120-58-7.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Kettle, Jason G. published the artcileDiscovery of N-(4-{[5-Fluoro-7-(2-methoxyethoxy)quinazolin-4-yl]amino}phenyl)-2-[4-(propan-2-yl)-1H-1,2,3-triazol-1-yl]acetamide (AZD3229), a Potent Pan-KIT Mutant Inhibitor for the Treatment of Gastrointestinal Stromal Tumors, COA of Formula: C7H10N2O2, the publication is Journal of Medicinal Chemistry (2018), 61(19), 8797-8810, database is CAplus and MEDLINE.

While the treatment of gastrointestinal stromal tumors (GISTs) has been revolutionized by the application of targeted tyrosine kinase inhibitors capable of inhibiting KIT-driven proliferation, diverse mutations to this kinase drive resistance to established therapies. Here we describe the identification of potent pan-KIT mutant kinase inhibitors that can be dosed without being limited by the tolerability issues seen with multitargeted agents. This effort focused on identification and optimization of an existing kinase scaffold through the use of structure-based design. Starting from a series of previously reported phenoxyquinazoline and quinoline based inhibitors of the tyrosine kinase PDGFRα, potency against a diverse panel of mutant KIT driven Ba/F3 cell lines was optimized, with a particular focus on reducing activity against a KDR driven cell model in order to limit the potential for hypertension commonly seen in second and third line GIST therapies. AZD3229 demonstrates potent single digit nM growth inhibition across a broad cell panel, with good margin to KDR-driven effects. Selectivity over KDR can be rationalized predominantly by the interaction of water mols. with the protein and ligand in the active site, and its kinome selectivity is similar to the best of the approved GIST agents. This compound demonstrates excellent cross-species pharmacokinetics, shows strong pharmacodynamic inhibition of target, and is active in several in vivo models of GIST.

Journal of Medicinal Chemistry published new progress about 890590-91-7. 890590-91-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Carboxylic acid, name is 3-Isopropyl-1H-pyrazole-5-carboxylic acid, and the molecular formula is C7H10N2O2, COA of Formula: C7H10N2O2.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

De Ninno, Michael P. published the artcileThe discovery of potent, selective, and orally bioavailable PDE9 inhibitors as potential hypoglycemic agents, Recommanded Product: 3-Isopropyl-1H-pyrazole-5-carboxylic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(9), 2537-2541, database is CAplus and MEDLINE.

Starting from a non-selective pyrazolopyrimidone lead, the sequential use of parallel medicinal chem. and directed synthesis led to the discovery of potent, highly selective, and orally bioavailable PDE9 inhibitors. The availability of these tools allowed for a thorough evaluation of the therapeutic potential of PDE9 inhibition.

Bioorganic & Medicinal Chemistry Letters published new progress about 890590-91-7. 890590-91-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Carboxylic acid, name is 3-Isopropyl-1H-pyrazole-5-carboxylic acid, and the molecular formula is C7H10N2O2, Recommanded Product: 3-Isopropyl-1H-pyrazole-5-carboxylic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Andrews, Martin J. I. published the artcileDiscovery of a series of imidazopyrazine small molecule inhibitors of the kinase MAPKAPK5, that show activity using in vitro and in vivo models of rheumatoid arthritis, Safety of 1H-Pyrazole-4-boronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2012), 22(6), 2266-2270, database is CAplus and MEDLINE.

MAPKAPK5 has been proposed to play a role in regulation of matrix metalloprotease expression and so to be a potential target for intervention in rheumatoid arthritis. We present here the identification of a series of compounds against this target which are effective in both biochem. and cell assays. The expansion of the series is described, along with early SAR and pharmacokinetics for some representative compounds

Bioorganic & Medicinal Chemistry Letters published new progress about 763120-58-7. 763120-58-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is 1H-Pyrazole-4-boronic acid, and the molecular formula is C3H5BN2O2, Safety of 1H-Pyrazole-4-boronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Lapkin, I. I. published the artcileEsters of oxo acids of acetylene series. VI. Reaction of the esters of phenylethynylglyoxalic acid with hydrazine, hydrazide, and hydroxylamine, Product Details of C16H12N2O2, the publication is Zhurnal Organicheskoi Khimii (1966), 2(11), 2075-8, database is CAplus.

cf. CA 65, 10523b. Addition of N2H4.H2O to Et phenylethynylglyoxalate in EtOH gave 75% Et 3-phenylpyrazole-5-carboxylate, m. 139.5°; similarly were prepared: Pr ester, m. 110°; iso-Pr ester, m. 164°. Addition of RNHNH2 in Et2O to the appropriate ester of phenylethynylglyoxalic acid gave the following esters of 4-arylhydrazino-4-phenyl-3-buten-2-on-1-oic acids, RNHNHCPh:CCOCO2R’ (R and R’ shown, resp.): Ph, Et, 32%, m. 83°; Ph, iso-Pr (I) 65%, m. 124.5°; p-MeC6H4, iso-Pr, 32%, m. 77°; 0-MeC6H4, iso-Pr, 55%, m. 72.5°; Bz, iso-Pr (II) 87%, m. 125.5°; 0-O2NC6H4CO, iso-Pr, 78%, m. 137°; m-O2NC6H4CO, iso-Pr, 83%, m. 181°; p-O2NC6H4CO, iso-Pr, 88%, m. 175°. II heated in AcOH 2 hrs. gave 93% 1,5-diphenylpyrazole-3-carboxylic acid iso-Pr ester, m. 86.5-7°. I heated with aqueous alc. KOH 20 min. gave 1,5-diphenylpyrazole-3-carboxylic acid. Heating iso-Pr phenylethynylglyoxalate with HONH2.HCl in aqueous EtOH gave after addition of aqueous Na2CO3 over 9 hrs. 50% iso-Pr 3-phenylisoxazole-5-carboxylate, m. 65-6°. Similarly was prepared 29% Et 3-phenylisoxazole-5-carboxylate, m. 47°. Ir spectra were reported.

Zhurnal Organicheskoi Khimii published new progress about 13599-22-9. 13599-22-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Carboxylic acid,Benzene, name is 1,5-Diphenyl-1H-pyrazole-3-carboxylic acid, and the molecular formula is C16H12N2O2, Product Details of C16H12N2O2.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Procopiou, Panayiotis A. published the artcileDiscovery of (S)-3-(3-(3,5-Dimethyl-1H-pyrazol-1-yl)phenyl)-4-((R)-3-(2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl)pyrrolidin-1-yl)butanoic Acid, a Nonpeptidic α_vβ₆ Integrin Inhibitor for the Inhaled Treatment of Idiopathic Pulmonary Fibrosis, Quality Control of 1025735-46-9, the publication is Journal of Medicinal Chemistry (2018), 61(18), 8417-8443, database is CAplus and MEDLINE.

A series of 3-aryl-(pyrrolidin-1-yl)butanoic acids were synthesized using a diastereoselective route, which involved rhodium catalyzed asym. 1,4-addition of arylboronic acids in the presence of (R)-BINAP to a crotonate ester to provide the (S) absolute configuration for the major product. A variety of aryl substituents including morpholine, pyrazole, triazole, imidazole and cyclic ether were screened in cell adhesion assays for affinity against αvβ1, αvβ3, αvβ5, αvβ6 and αvβ8 integrins. Several analogs with high affinity and selectivity for the αvβ6 integrin were identified. The analog I·HCl was found to have high affinity for αvβ6 integrin in a radioligand binding assay (pKi = 11), a long dissociation half-life (7 h) , high solubility in saline at pH 7 (>71 mg/mL) and pharmacokinetic properties commensurate with inhaled dosing by nebulization. It was selected for further investigation as a potential therapeutic agent for the treatment of idiopathic pulmonary fibrosis.

Journal of Medicinal Chemistry published new progress about 1025735-46-9. 1025735-46-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Benzene,Boronic Acids, name is 3-(3,5-Dimethyl-1H-pyrazol-1-yl)phenylboronic acid, and the molecular formula is C11H13BN2O2, Quality Control of 1025735-46-9.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics